'Playlist is' criteria breaks Smart Playlists  on iPhone 3G?

I am using the 'Last Played and' 'Playlist is' criteria for my 3G's Smart Playlist. This method works great in iTunes but does not seem to update on the 3G. Essentially, the music track I just played does not remove itself from the playlist.
Using 'Playlist is', I have tried to target static and smart playlists. Neither work.
Interestingly 'Last Played' does update when used by itself on the 3G.
Has anyone seen this behavior and is there a work-around?
many thanks in advance
Graham

I am having the same issue. It's really frustrating trying to figure out what criteria will or will not break the live updating of the smart playlists on the iPhone 3G. Is there a maximum number of critera you can specify? Please Apple could you document this?

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