Q: iTunes won't add songs to my iPhone

iTunes appears to be processing adding these songs to my iPhone, but it never works. My phone has always paired with iTunes just fine until about 10 days ago, nothing has changed with either device yet it won't work anymore. My phone isn't over capacity or anything, I've tried numerous usb ports, pressed sync, attempted to change settings on my phone and in the music library. I even deleted all of my songs off my phone via iTunes to see if i could fix it by re-adding them, but now I've been left with a whole library of blacked out music which doesn't work, even when i try to re-add it. Please help!

(iPhone 5S)