Q: Unable to sync songs to iPhone after they was burned from CD.

I burned a CD onto the computer using itunes, the songs we're saved into the itunes library and can play every song perfectly fine on the computer.

I can move the songs around and place them in playlists on the computer.

Problem:

The songs are now on the computer and have already been moved to the playlist (on the computer) that I want them to be in for when I Sync to my phone.

I go to sync, and when it's all complete, none of the songs are on the phone.

The playlist (on the phone) has not been updated with the new songs and the general itunes library (on the phone) has not been updated with the new songs either.

Actually, now that I check, the phone didn't even sync a few changes that I made to previously sync'd songs that were already on the phone.

So I'm asking for help with getting the CD ripped songs onto my phone.

Also why it is that the syncing isnt't working for previous content.

I first tried on iOS 9.1, then again on 9.2.