Not updating songs

I have a 3rd Generation 15 GB iPod and I haven't used it for about a month. After I charged it, I tried uploading the new songs I have on my iTunes. For some reason, it doesn't detect it. I mean, it starts charging when it's connected, so obviously electricity is flowing through there. I also tried other ports and my USB adapter but no luck. I restarted my iPod, as well.
Any ideas on how to fix this?

Well, I tried and it didn't work.
Though, if I use my USB cable, the "Do Not Disconnect" screen comes up on the iPod as if it was updating. On iTunes, it doesn't.
Well, after I leave it in for a minute or so, a small window that says Autopaly pops up and it shows a flashflight rolling back and forth like it was looking for files. It went away right now though, and I didn't do a thing.

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