Ipod songs showing up grey and won't play

I have recently added some cd's on to iTunes. The songs show up normal in my itunes library and will play, but then when I go to them on my iPod library they show up grey and have a sync sign next to them. Most of them don't even show up on my ipod, but some do and they are just grey and won't play. I have tried re-downloading the cd's, right clicking on the songs, and pretty much anything I can think of. How do I fix this?

Couple questions for you.
Are you using the Wi-Fi sync feature?
Are you on the latest firmware?
What I would try doing is, if your using the Wi-Fi sync feature turn that off and sync with the cable that was provided with the iPod. 
If you are already doing that I would try going into settings > general > reset all settings
if that doesnt work, then the last thing I would try is restoring your iPod to factory after backing everything up and trying to sync once more. 
Let me know if this helps you out at all!
While I am an Autotech at Best Buy, my posts are my own and are not those of Best Buy in anyway. If you have any questions feel free to give your local best buy a call and ask to speak to an Autotech.

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