Why can't I add songs to my iPod Touch 8GB 4th Gen?

I had an issue with songs being present on my iPod, yet the artists would not appear under "Artists". So I turned off "Group by Album Artist" in Settings and the problem was solved. However, and I don't know of that's the cause of the issue, I can no longer add song to my iPod. I add them manually, and when I do, I see them in gray under "Music" on iTunes with the sync logo next to then as if they're still being updated to the iPod. Yet they never do.

What happens when you try to sync tracks to it via iTunes? Any error messages?  Does the iPod still appear under Devices in the left hand pane of iTunes when you connect it via USB?
How is your iPod configured to sync with your library? In other words, what options and settings do you have in place from under the iPod's Summary and Music configuration tabs in iTunes?
B-rock

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