A Let's Encrypt certificate can not be issued for all domains in Plesk with:
Error: Error: Could not issue a Let's Encrypt SSL/TLS certificate for example.com.
The authorization token is not available at http://example.com/.well-known/acme-challenge/.
To resolve the issue, make it is possible to download the token file via the above URL.
See the related Knowledge Base article for details.
Additional error details:
Invalid response from https://acme-v01.api.letsencrypt.org/acme/authz/_oRgI1kwh53Fr07VRtI-55Zj7NqY75KI5e41PCsQqow.
Detail: Invalid response from http://example.com/.well-known/acme-challenge/uxIoK_7-BjsuBu362yQ_QD5ovykddVeyKEgfEAre9P8: "
HTTP Error 404.0 - Not Found
The resource you are looking for has been removed, had its name changed, or is temporarily unavailable
Accessing http://example.com/.well-known/acme-challenge/uxIoK_7-BjsuBu362yQ_QD5ovykddVeyKEgfEAre9P8 in a browser fails with
ApplicationRequestRouting module is not enabled/installed or it's corrupted at Internet Information Services (IIS) Manager > server_hostname > Modules.
The following output is provided when accessing the link from the error message with enabled Failed Request Tracing:
ModuleName IIS Web Core
HttpReason Not Found
ErrorCode The filename, directory name, or volume label syntax is incorrect.
Connect to the server via RDP.
Download and install Application Request Routing package from Microsoft website:
Reboot the server after the installation is completed.