Can't drag from purchased to iPhone 3G

I recently bought the season of Watchmen, and it automatically downloaded on my Mac. When I connected my iPhone 3G and tried to drag the episode to my 3G, nothing happens. In fact, all songs and videos are greyed out on the 3G and my purchased folder. It works fine on my windows Vista machine. What's going on here? I ended up copying it to a flash drive, then dragging it to the 3G in iTunes on my windows machine.

Upon further investigation, all music, videos, etc. on my mac and macbook are greyed out, and I can't play anything on the iPhone 3G. The iPhone does not show up as a drive on the desktop either. My iPod classic and nano work fine on the macs. If I click on manually manage music in iTunes, it wants to sync with the mac, and erase all my stuff on the iPhone. Can anyone help me?

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As I said in the other thread if you want to be certain of attracting my attention simply post into either of these threads to which I've already posted. These come to the top my active list whenever a new post is added to the thread. Otherwise I keep a general lookout across a number of forums for the threads where I think I can help, but I don't get to read everything...
tt2

Can't drag from purchased to iPhone 3G

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