cert-manager/pkg/controller/acmeorders/sync.go

/*
Copyright 2020 The cert-manager Authors.

Licensed under the Apache License, Version 2.0 (the "License");
you may not use this file except in compliance with the License.
You may obtain a copy of the License at

    http://www.apache.org/licenses/LICENSE-2.0

Unless required by applicable law or agreed to in writing, software
distributed under the License is distributed on an "AS IS" BASIS,
WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
See the License for the specific language governing permissions and
limitations under the License.
*/

package acmeorders

import (
	"bytes"
	"context"
	"crypto/x509"
	"encoding/pem"
	"fmt"
	"time"

	acmeapi "golang.org/x/crypto/acme"
	corev1 "k8s.io/api/core/v1"
	apiequality "k8s.io/apimachinery/pkg/api/equality"
	apierrors "k8s.io/apimachinery/pkg/api/errors"
	metav1 "k8s.io/apimachinery/pkg/apis/meta/v1"
	"k8s.io/apimachinery/pkg/labels"
	utilerrors "k8s.io/apimachinery/pkg/util/errors"
	"k8s.io/apimachinery/pkg/util/sets"
	"k8s.io/client-go/tools/cache"

	"github.com/jetstack/cert-manager/pkg/acme"
	acmecl "github.com/jetstack/cert-manager/pkg/acme/client"
	cmacme "github.com/jetstack/cert-manager/pkg/apis/acme/v1"
	cmapi "github.com/jetstack/cert-manager/pkg/apis/certmanager/v1"
	logf "github.com/jetstack/cert-manager/pkg/logs"
)

const (
	reasonSolver  = "Solver"
	reasonCreated = "Created"
)

var (
	// RequeuePeriod is the default period after which an Order should be re-queued.
	// It can be overriden in tests.
	RequeuePeriod time.Duration = time.Second * 5
)

func (c *controller) Sync(ctx context.Context, o *cmacme.Order) (err error) {
	log := logf.FromContext(ctx)
	dbg := log.V(logf.DebugLevel)

	oldOrder := o
	o = o.DeepCopy()

	defer func() {
		if apiequality.Semantic.DeepEqual(oldOrder.Status, o.Status) {
			dbg.Info("skipping updating resource as new status == existing status")
			return
		}
		log.V(logf.DebugLevel).Info("updating Order resource status")
		_, updateErr := c.cmClient.AcmeV1().Orders(o.Namespace).UpdateStatus(ctx, o, metav1.UpdateOptions{})
		if updateErr != nil {
			log.Error(err, "failed to update status")
			err = utilerrors.NewAggregate([]error{err, updateErr})
			return
		}
		dbg.Info("updated Order resource status successfully")
	}()

	genericIssuer, err := c.helper.GetGenericIssuer(o.Spec.IssuerRef, o.Namespace)
	if err != nil {
		return fmt.Errorf("error reading (cluster)issuer %q: %v", o.Spec.IssuerRef.Name, err)
	}
	cl, err := c.accountRegistry.GetClient(string(genericIssuer.GetUID()))
	if err != nil {
		return err
	}

	switch {
	case acme.IsFailureState(o.Status.State):
		log.V(logf.DebugLevel).Info("Doing nothing as Order is in a failed state")
		// if the Order is failed there's nothing left for us to do, return nil
		return nil
	case o.Status.URL == "":
		log.V(logf.DebugLevel).Info("Creating new ACME order as status.url is not set")
		return c.createOrder(ctx, cl, o)
	case o.Status.FinalizeURL == "":
		log.V(logf.DebugLevel).Info("Updating Order status as status.finalizeURL is not set")
		_, err := c.updateOrderStatus(ctx, cl, o)
		if acmeErr, ok := err.(*acmeapi.Error); ok {
			if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
				log.Error(err, "failed to update Order status due to a 4xx error, marking Order as failed")
				c.setOrderState(&o.Status, string(cmacme.Errored))
				o.Status.Reason = fmt.Sprintf("Failed to retrieve Order resource: %v", err)
				return nil
			}
		}
		return err
	case anyAuthorizationsMissingMetadata(o):
		log.V(logf.DebugLevel).Info("Fetching Authorizations from ACME server as status.authorizations contains unpopulated authorizations")
		return c.fetchMetadataForAuthorizations(ctx, o, cl)
	case o.Status.State == cmacme.Valid && o.Status.Certificate == nil:
		log.V(logf.DebugLevel).Info("Order is in a Valid state but the Certificate data is empty, fetching existing Certificate")
		return c.fetchCertificateData(ctx, cl, o)
	case o.Status.State == cmacme.Valid && len(o.Status.Certificate) > 0:
		log.V(logf.DebugLevel).Info("Order has already been completed, cleaning up any owned Challenge resources")
		// if the Order is valid and the certificate data has been set, clean
		// up any owned Challenge resources and do nothing
		return c.deleteAllChallenges(ctx, o)
	}

	dbg.Info("Computing list of Challenge resources that need to exist to complete this Order")
	requiredChallenges, err := buildRequiredChallenges(ctx, cl, genericIssuer, o)
	if err != nil {
		log.Error(err, "Failed to determine the list of Challenge resources needed for the Order")
		c.recorder.Eventf(o, corev1.EventTypeWarning, reasonSolver, "Failed to determine a valid solver configuration for the set of domains on the Order: %v", err)
		return nil
	}

	dbg.Info("Determining if any challenge resources need to be created")
	needToCreateChallenges, err := c.anyRequiredChallengesDoNotExist(requiredChallenges)
	if err != nil {
		return err
	}
	dbg.Info("Determining if any challenge resources need to be cleaned up")
	needToDeleteChallenges, err := c.anyLeftoverChallengesExist(o, requiredChallenges)
	if err != nil {
		return err
	}

	switch {
	case needToCreateChallenges:
		log.V(logf.DebugLevel).Info("Creating additional Challenge resources to complete Order")
		return c.createRequiredChallenges(ctx, o, requiredChallenges)
	case needToDeleteChallenges:
		log.V(logf.DebugLevel).Info("Deleting leftover Challenge resources no longer required by Order")
		return c.deleteLeftoverChallenges(ctx, o, requiredChallenges)
	}

	// we know that this list only contains the 'required' challenges as we use
	// the same lister above to determine whether we need to create or delete
	// any Challenge resources
	challenges, err := c.listOwnedChallenges(o)
	if err != nil {
		return err
	}

	if o.Status.State == cmacme.Ready {
		log.V(logf.DebugLevel).Info("Finalizing Order as order state is 'Ready'")
		return c.finalizeOrder(ctx, cl, o, genericIssuer)
	}

	// Note: each of the following code paths uses the ACME Order retrieved
	// here. Be mindful when adding new code below this call to ACME server-
	// if the new code does not need this ACME order, try to place it above
	// this call to avoid extra calls to ACME.
	acmeOrder, err := getACMEOrder(ctx, cl, o)
	// Order probably has been deleted, we cannot recover here.
	if acmeErr, ok := err.(*acmeapi.Error); ok {
		if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
			log.Error(err, "failed to retrieve the ACME order (4xx error) marking Order as failed")
			c.setOrderState(&o.Status, string(cmacme.Errored))
			o.Status.Reason = fmt.Sprintf("Failed to retrieve Order resource: %v", err)
			return nil
		}
	}
	if err != nil {
		return err
	}

	switch {
	case anyChallengesFailed(challenges):
		// TODO (@munnerz): instead of waiting for the ACME server to mark this
		//  Order as failed, we could just mark the Order as failed as there is
		//  no way that we will attempt and continue the order anyway.
		log.V(logf.DebugLevel).Info("Update Order status as at least one Challenge has failed")
		_, err := c.updateOrderStatusFromACMEOrder(ctx, cl, o, acmeOrder)
		if acmeErr, ok := err.(*acmeapi.Error); ok {
			if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
				log.Error(err, "failed to update Order status due to a 4xx error, marking Order as failed")
				c.setOrderState(&o.Status, string(cmacme.Errored))
				o.Status.Reason = fmt.Sprintf("Failed to retrieve Order resource: %v", err)
				return nil
			}
		}
		return err

	// anyChallengesFailed(challenges) == false is already implied by the above
	// case, but explicitly check it in the following cases for if anything changes in future.

	// This is to avoid stuck Orders in edge cases where all the Challenges have
	// been finalized, but the ACME server has not yet updated the ACME Order's
	// status to valid. This is not an expected behaviour from an ACME server
	// https://tools.ietf.org/html/rfc8555#section-7.1.6
	// https://github.com/jetstack/cert-manager/issues/2868
	case !anyChallengesFailed(challenges) && allChallengesFinal(challenges) && acmeOrder.Status == acmeapi.StatusPending:
		log.V(logf.InfoLevel).Info("All challenges in a final state, waiting for ACME server to update the status of the order...")
		// This is probably not needed as at this point the Order's status
		// should already be Pending, but set it anyway to be explicit.
		c.setOrderState(&o.Status, string(cmacme.Pending))
		key, err := cache.MetaNamespaceKeyFunc(o)
		if err != nil {
			log.Error(err, "failed to construct key for pending Order")
			// We should never end up here as this error would have been
			// encountered in informers callback already. This probably cannot
			// be fixed by re-queueing. If we do start encountering this
			// scenario, we should consider whether the Order should be marked
			// as failed here.
			return nil
		}
		// Re-queue the Order to be processed again after 5 seconds.
		c.scheduledWorkQueue.Add(key, RequeuePeriod)
		return nil

	case !anyChallengesFailed(challenges) && allChallengesFinal(challenges):
		log.V(logf.DebugLevel).Info("All challenges are in a final state, updating order state")
		_, err := c.updateOrderStatusFromACMEOrder(ctx, cl, o, acmeOrder)
		if acmeErr, ok := err.(*acmeapi.Error); ok {
			if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
				log.Error(err, "failed to update Order status due to a 4xx error, marking Order as failed")
				c.setOrderState(&o.Status, string(cmacme.Errored))
				o.Status.Reason = fmt.Sprintf("Failed to retrieve Order resource: %v", err)
				return nil
			}
		}
		return err
	}

	log.V(logf.DebugLevel).Info("No action taken")

	return nil
}

func (c *controller) createOrder(ctx context.Context, cl acmecl.Interface, o *cmacme.Order) error {
	log := logf.FromContext(ctx)

	if o.Status.URL != "" {
		return fmt.Errorf("refusing to recreate a new order for Order %q. Please create a new Order resource to initiate a new order", o.Name)
	}
	log.V(logf.DebugLevel).Info("order URL not set, submitting Order to ACME server")

	dnsIdentifierSet := sets.NewString(o.Spec.DNSNames...)
	if o.Spec.CommonName != "" {
		dnsIdentifierSet.Insert(o.Spec.CommonName)
	}
	log.V(logf.DebugLevel).Info("build set of domains for Order", "domains", dnsIdentifierSet.List())

	ipIdentifierSet := sets.NewString(o.Spec.IPAddresses...)
	log.V(logf.DebugLevel).Info("build set of IPs for Order", "domains", dnsIdentifierSet.List())

	authzIDs := acmeapi.DomainIDs(dnsIdentifierSet.List()...)
	authzIDs = append(authzIDs, acmeapi.IPIDs(ipIdentifierSet.List()...)...)
	// create a new order with the acme server

	var options []acmeapi.OrderOption
	if o.Spec.Duration != nil {
		options = append(options, acmeapi.WithOrderNotAfter(c.clock.Now().Add(o.Spec.Duration.Duration)))
	}
	acmeOrder, err := cl.AuthorizeOrder(ctx, authzIDs, options...)
	if acmeErr, ok := err.(*acmeapi.Error); ok {
		if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
			log.Error(err, "failed to create Order resource due to bad request, marking Order as failed")
			c.setOrderState(&o.Status, string(cmacme.Errored))
			o.Status.Reason = fmt.Sprintf("Failed to create Order: %v", err)
			return nil
		}
	}
	if err != nil {
		return fmt.Errorf("error creating new order: %v", err)
	}
	log.V(logf.DebugLevel).Info("submitted Order to ACME server")

	o.Status.URL = acmeOrder.URI
	o.Status.FinalizeURL = acmeOrder.FinalizeURL
	o.Status.Authorizations = constructAuthorizations(acmeOrder)
	c.setOrderState(&o.Status, acmeOrder.Status)

	return nil
}

func (c *controller) updateOrderStatus(ctx context.Context, cl acmecl.Interface, o *cmacme.Order) (*acmeapi.Order, error) {
	acmeOrder, err := getACMEOrder(ctx, cl, o)
	if err != nil {
		return nil, err
	}

	return c.updateOrderStatusFromACMEOrder(ctx, cl, o, acmeOrder)
}

func (c *controller) updateOrderStatusFromACMEOrder(ctx context.Context, cl acmecl.Interface, o *cmacme.Order, acmeOrder *acmeapi.Order) (*acmeapi.Order, error) {
	// Workaround bug in golang.org/x/crypto/acme implementation whereby the
	// order's URI field will be empty when calling GetOrder due to the
	// 'Location' header not being set on the response from the ACME server.
	if acmeOrder.URI != "" {
		o.Status.URL = acmeOrder.URI
	}
	o.Status.FinalizeURL = acmeOrder.FinalizeURL
	c.setOrderState(&o.Status, acmeOrder.Status)
	// once the 'authorizations' slice contains at least one item, it cannot be
	// updated. If it does not contain any items, update it containing the list
	// of authorizations returned on the Order.
	if len(o.Status.Authorizations) == 0 {
		o.Status.Authorizations = constructAuthorizations(acmeOrder)
	}

	return acmeOrder, nil
}

// setOrderState will set the 'State' field of the given Order to 's'.
// It will set the Orders failureTime field if the state provided is classed as
// a failure state.
func (c *controller) setOrderState(o *cmacme.OrderStatus, s string) {
	o.State = cmacme.State(s)
	// if the order is in a failure state, we should set the `failureTime` field
	if acme.IsFailureState(o.State) {
		t := metav1.NewTime(c.clock.Now())
		o.FailureTime = &t
	}
}

// constructAuthorizations will construct a slice of ACMEAuthorizations must be
// completed for the given ACME order.
// It does *not* perform a query against the ACME server for each authorization
// named on the Order to fetch additional metadata, instead, use
// populateAuthorization on each authorization in turn.
func constructAuthorizations(o *acmeapi.Order) []cmacme.ACMEAuthorization {
	authzs := make([]cmacme.ACMEAuthorization, len(o.AuthzURLs))
	for i, url := range o.AuthzURLs {
		authzs[i].URL = url
	}
	return authzs
}

func anyAuthorizationsMissingMetadata(o *cmacme.Order) bool {
	for _, a := range o.Status.Authorizations {
		if a.Identifier == "" {
			return true
		}
	}
	return false
}

func (c *controller) fetchMetadataForAuthorizations(ctx context.Context, o *cmacme.Order, cl acmecl.Interface) error {
	log := logf.FromContext(ctx)
	for i, authz := range o.Status.Authorizations {
		// only fetch metadata for each authorization once
		if authz.Identifier != "" {
			continue
		}

		acmeAuthz, err := cl.GetAuthorization(ctx, authz.URL)
		if acmeErr, ok := err.(*acmeapi.Error); ok {
			if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
				log.Error(err, "failed to fetch authorization metadata from acme server")
				c.setOrderState(&o.Status, string(cmacme.Errored))
				o.Status.Reason = fmt.Sprintf("Failed to fetch authorization: %v", err)
				return nil
			}
		}
		if err != nil {
			return err
		}

		authz.InitialState = cmacme.State(acmeAuthz.Status)
		authz.Identifier = acmeAuthz.Identifier.Value
		authz.Wildcard = &acmeAuthz.Wildcard
		authz.Challenges = make([]cmacme.ACMEChallenge, len(acmeAuthz.Challenges))
		for i, acmech := range acmeAuthz.Challenges {
			authz.Challenges[i].URL = acmech.URI
			authz.Challenges[i].Token = acmech.Token
			authz.Challenges[i].Type = acmech.Type
		}
		o.Status.Authorizations[i] = authz
	}
	return nil
}

func (c *controller) anyRequiredChallengesDoNotExist(requiredChallenges []cmacme.Challenge) (bool, error) {
	for _, ch := range requiredChallenges {
		_, err := c.challengeLister.Challenges(ch.Namespace).Get(ch.Name)
		if apierrors.IsNotFound(err) {
			return true, nil
		}
		if err != nil {
			return false, err
		}
	}
	return false, nil
}

func (c *controller) createRequiredChallenges(ctx context.Context, o *cmacme.Order, requiredChallenges []cmacme.Challenge) error {
	for _, ch := range requiredChallenges {
		_, err := c.cmClient.AcmeV1().Challenges(ch.Namespace).Create(ctx, &ch, metav1.CreateOptions{})
		if apierrors.IsAlreadyExists(err) {
			continue
		}
		if err != nil {
			return err
		}
		c.recorder.Eventf(o, corev1.EventTypeNormal, reasonCreated, "Created Challenge resource %q for domain %q", ch.Name, ch.Spec.DNSName)
	}
	return nil
}

func (c *controller) anyLeftoverChallengesExist(o *cmacme.Order, requiredChallenges []cmacme.Challenge) (bool, error) {
	leftoverChallenges, err := c.determineLeftoverChallenges(o, requiredChallenges)
	if err != nil {
		return false, err
	}

	return len(leftoverChallenges) > 0, nil
}

func (c *controller) deleteLeftoverChallenges(ctx context.Context, o *cmacme.Order, requiredChallenges []cmacme.Challenge) error {
	leftover, err := c.determineLeftoverChallenges(o, requiredChallenges)
	if err != nil {
		return err
	}

	for _, ch := range leftover {
		if err := c.cmClient.AcmeV1().Challenges(ch.Namespace).Delete(ctx, ch.Name, metav1.DeleteOptions{}); err != nil {
			return err
		}
	}

	return nil
}

func (c *controller) deleteAllChallenges(ctx context.Context, o *cmacme.Order) error {
	challenges, err := c.listOwnedChallenges(o)
	if err != nil {
		return err
	}

	for _, ch := range challenges {
		if err := c.cmClient.AcmeV1().Challenges(ch.Namespace).Delete(ctx, ch.Name, metav1.DeleteOptions{}); err != nil {
			return err
		}
	}

	return nil
}

func (c *controller) determineLeftoverChallenges(o *cmacme.Order, requiredChallenges []cmacme.Challenge) ([]*cmacme.Challenge, error) {
	requiredNames := map[string]struct{}{}
	for _, ch := range requiredChallenges {
		requiredNames[ch.Name] = struct{}{}
	}

	ownedChallenges, err := c.listOwnedChallenges(o)
	if err != nil {
		return nil, err
	}

	var leftover []*cmacme.Challenge
	for _, ch := range ownedChallenges {
		if _, ok := requiredNames[ch.Name]; ok {
			continue
		}
		leftover = append(leftover, ch)
	}

	return leftover, nil
}

func (c *controller) listOwnedChallenges(o *cmacme.Order) ([]*cmacme.Challenge, error) {
	chs, err := c.challengeLister.Challenges(o.Namespace).List(labels.Everything())
	if err != nil {
		return nil, err
	}

	var ownedChs []*cmacme.Challenge
	for _, ch := range chs {
		if !metav1.IsControlledBy(ch, o) {
			continue
		}
		ownedChs = append(ownedChs, ch)
	}

	return ownedChs, nil
}

func (c *controller) finalizeOrder(ctx context.Context, cl acmecl.Interface, o *cmacme.Order, issuer cmapi.GenericIssuer) error {
	log := logf.FromContext(ctx)

	// Due to a bug in the initial release of this controller, we previously
	// only supported DER encoded CSRs and not PEM encoded as they are intended
	// to be as part of our API.
	// To work around this, we first attempt to decode the Request into DER bytes
	// by running pem.Decode. If the PEM block is empty, we assume that the Request
	// is DER encoded and continue to call FinalizeOrder.
	var derBytes []byte
	block, _ := pem.Decode(o.Spec.Request)
	if block == nil {
		log.V(logf.WarnLevel).Info("failed to parse Request as PEM data, attempting to treat Request as DER encoded for compatibility reasons")
		derBytes = o.Spec.Request
	} else {
		derBytes = block.Bytes
	}

	certSlice, certURL, err := cl.CreateOrderCert(ctx, o.Status.FinalizeURL, derBytes, true)
	// if an ACME error is returned and it's a 4xx error, mark this Order as
	// failed and do not retry it until after applying the global backoff.
	if acmeErr, ok := err.(*acmeapi.Error); ok {
		if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
			log.Error(err, "failed to finalize Order resource due to bad request, marking Order as failed")
			c.setOrderState(&o.Status, string(cmacme.Errored))
			o.Status.Reason = fmt.Sprintf("Failed to finalize Order: %v", err)
			return nil
		}
	}
	// even if any other kind of error occurred, we always update the order
	// status after calling Finalize - this allows us to record the current
	// order's status on this order resource despite it not being returned
	// directly by the acme client.
	// This will catch cases where the Order cannot be finalized because it
	// if it is already in the 'valid' state, as upon retry we will
	// then retrieve the Certificate resource.
	_, errUpdate := c.updateOrderStatus(ctx, cl, o)
	if acmeErr, ok := errUpdate.(*acmeapi.Error); ok {
		if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
			log.Error(err, "failed to update Order status due to a 4xx error, marking Order as failed")
			c.setOrderState(&o.Status, string(cmacme.Errored))
			o.Status.Reason = fmt.Sprintf("Failed to retrieve Order resource: %v", errUpdate)
			return nil
		}
	}
	if errUpdate != nil {
		return fmt.Errorf("error syncing order status: %v", errUpdate)
	}
	// check for errors from FinalizeOrder
	if err != nil {
		return fmt.Errorf("error finalizing order: %v", err)
	}

	if issuer.GetSpec().ACME != nil && issuer.GetSpec().ACME.PreferredChain != "" {
		altURLs, err := cl.ListCertAlternates(ctx, certURL)
		if err != nil {
			return fmt.Errorf("error listing alternate certificate URLs: %w", err)
		}
		// Loop over all alternative chains
		for _, altURL := range altURLs {
			altChain, err := cl.FetchCert(ctx, altURL, true)
			if err != nil {
				return fmt.Errorf("error fetching alternate certificate chain from %s: %w", altURL, err)
			}
			// Loop over each cert in this alternative chain
			for _, altCert := range altChain {
				cert, err := x509.ParseCertificate(altCert)
				if err != nil {
					return fmt.Errorf("error parsing alternate certificate chain: %w", err)
				}
				log.V(logf.DebugLevel).WithValues("Issuer CN", cert.Issuer.CommonName).Info("Found alternative ACME bundle")
				if cert.Issuer.CommonName == issuer.GetSpec().ACME.PreferredChain {
					// if the issuer's CN matched the preferred chain it means this bundle is
					// signed by the requested chain
					log.V(logf.DebugLevel).WithValues("Issuer CN", cert.Issuer.CommonName).Info("Selecting alternative ACME bundle with a mathing Common Name from %s", altURL)
					return c.storeCertificateOnStatus(ctx, o, altChain)
				}
			}
		}
		// if no match is found we return to the actual cert
		// it is a *preferred* chain after all
	}

	return c.storeCertificateOnStatus(ctx, o, certSlice)
}

func (c *controller) storeCertificateOnStatus(ctx context.Context, o *cmacme.Order, certs [][]byte) error {
	log := logf.FromContext(ctx)
	// encode the retrieved certificates (including the chain)
	certBuffer := bytes.NewBuffer([]byte{})
	for _, cert := range certs {
		err := pem.Encode(certBuffer, &pem.Block{Type: "CERTIFICATE", Bytes: cert})
		if err != nil {
			log.Error(err, "invalid certificate data returned by ACME server")
			c.setOrderState(&o.Status, string(cmacme.Errored))
			o.Status.Reason = fmt.Sprintf("Invalid certificate retrieved from ACME server: %v", err)
			return nil
		}
	}

	o.Status.Certificate = certBuffer.Bytes()
	c.recorder.Event(o, corev1.EventTypeNormal, "Complete", "Order completed successfully")

	return nil
}

func (c *controller) fetchCertificateData(ctx context.Context, cl acmecl.Interface, o *cmacme.Order) error {
	log := logf.FromContext(ctx)
	acmeOrder, err := c.updateOrderStatus(ctx, cl, o)
	if acmeErr, ok := err.(*acmeapi.Error); ok {
		if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
			log.Error(err, "failed to update Order status due to a 4xx error, marking Order as failed")
			c.setOrderState(&o.Status, string(cmacme.Errored))
			o.Status.Reason = fmt.Sprintf("Failed to retrieve Order resource: %v", err)
			return nil
		}
	}
	if err != nil {
		return err
	}
	if acmeOrder == nil {
		log.V(logf.WarnLevel).Info("Failed to fetch Order from ACME server as it no longer exists. Not retrying.")
		return nil
	}

	// If the Order state has actually changed and we've not observed it,
	// update the order status and let the change in the resource trigger
	// a resync
	if acmeOrder.Status != acmeapi.StatusValid {
		return nil
	}

	certs, err := cl.FetchCert(ctx, acmeOrder.CertURL, true)
	if acmeErr, ok := err.(*acmeapi.Error); ok {
		if acmeErr.StatusCode >= 400 && acmeErr.StatusCode < 500 {
			log.Error(err, "failed to retrieve issued certificate from ACME server")
			c.setOrderState(&o.Status, string(cmacme.Errored))
			o.Status.Reason = fmt.Sprintf("Failed to retrieve signed certificate: %v", err)
			return nil
		}
	}
	if err != nil {
		return err
	}

	err = c.storeCertificateOnStatus(ctx, o, certs)
	if err != nil {
		return err
	}

	return nil
}

// getACMEOrder returns the ACME Order for an Order Custom Resource.
func getACMEOrder(ctx context.Context, cl acmecl.Interface, o *cmacme.Order) (*acmeapi.Order, error) {
	log := logf.FromContext(ctx)
	if o.Status.URL == "" {
		return nil, fmt.Errorf("internal error: order URL not set")
	}

	log.V(logf.DebugLevel).Info("Fetching Order metadata from ACME server")
	acmeOrder, err := cl.GetOrder(ctx, o.Status.URL)
	if err != nil {
		return nil, err
	}

	log.V(logf.DebugLevel).Info("Retrieved ACME order from server", "raw_data", acmeOrder)
	return acmeOrder, nil
}