This is hard to explain without showing but i'm having trouble with itunes?

I just purchased 10 songs last night and they synced onto my iphone just fine however they won't sync onto my ipod classic.
i'll try my best to explain.
so i got my new songs listed under My Music. I bought 10 songs. I went to My Device, ipod classic, my ipod, the "open itunes when this ipod is connected" and "sync only checked songs" options are check marked.
clicked sync and nothing happened. Under My Device, under Music, my playlist here doesn't work at all, nothing is highlighted in it. I have a total of 232 songs and none of them are highlighted, i can't click on any of them.
why is that? Did something happen to my playlist? And why can't i get my new songs to sync on my ipod?
if anyone has any ideas please help. Cuz this is very irritating

Call itunes