Cannot Enable Let's Encrypt free certificate using plesk

What option did you choose on this screen that you linked to earlier?

the first three checks

Notice the wildcard "true" on bottom of this that you provided earlier

Sorry, I am not following along very well. I think you need to work more closely with your hosting service. Consider changing provider if they can't help.

Or, maybe someone else here has better Plesk experience than I have and might offer help.