My 3rd party songs won't sync please help.

I have tried deleting it and redownloading it but nothing works.
I even updated iTunes and my mac.
I just want to put the light grey songs on my phone, iphone 5, 7.0.4, from my macbook pro 2011 or 2010 (idk) up to date firmware.
I dragged the music in from the desktop and into the music libary and tried syncing allot of times.
Someone please help me, I would greatly apprechiate it.

Ive done this plenty of times in the past idk why this is not working anymore

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