iTunes authorize computer; computer already authorized...

I'm trying to transfer purchases from my iPhone 6 to my MacBook and there's "52 total problems" listed with the error that pops-up, "Some of the purchased items on the iPhone could not be transferred to your iTunes library because you are not authorized for them on this computer..." I then follow the steps given to authorize the computer and it says it's already authorized?! How do I amend this situation?

Side note: I was able to transfer several iPhone purchases, but these last 52 "problems" won't transfer

Side note #2: I'm using iTunes 12.3.3.17