Problem with Syncing On  ITunes

How do People.
I have the current version 7.2.3 Installed. When I try to sync my Ipod a message states that I don't have enough room on my IPod to sync the selected songs and ITunes can sync a randomly selected number of songs etc.
On previous versions of ITunes that I had Installed on my PC the 'selected' songs only would be synced but now the new version of ITunes doesn't sync the 'selected' songs, Instead It recognises all songs on my Itunes library as 'selected' to be synced?
Please help me out.

I'm having exactly the same problem. I have a 4GB first-generation Nano. I haven't added any new music since my last sync, only added and deleted a few podcasts. I installed iTunes 7.3.2 last night. Now my iPod has almost 2GB of free space but says it needs 5.5GB in order to sync my library. That's about how much I have in my playlist plus my unlistened podcasts, but I've set it to only sync checked items which are less than 10% of my total unlistened podcasts.

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