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UPDATE: Now an even better solution — scrobble tracks straight from your iPhone to last.fm, as you play them: http://www.installerapps.com/2007/11/30/mobilescrobbler/

If you are obsessed with ensuring that your Last.fm profile is up-to-date with the most accurate music statistics for you, then you would be disappointed to discover that iScrobbler (the alternative Last.fm client for OS X that allows scrobbling tracks from your iPod) doesn’t support the iPhone or iPod Touch!

The problem is that the iPhone and iPod Touch no longer use the “volume mounting” method in iTunes (that is, where iTunes reads information from the iPod_Control folder on your iPod volume). This means iScrobbler is currently unable to detect when an iPhone or iPod touch has been plugged in.

There is a workaround described on the iScrobbler discussion forums, which involves mounting a DMG image that is a “Fake iPod” to fire the event in iTunes that allows iScrobbler to read the playlist and scrobble the tracks that you’ve listened to.

Unfortunately, this workaround means you have to load the DMG and unload it manually when you plug in or eject your device, so I wrote a shell script that detects the insertion of an iPhone (using iPhuc — sorry iPod Touch users, I don’t think this will work for you) and automatically mounts the iPod DMG to allow iScrobbler to do it’s magic.

http://www.spockboy.com/iscrobbler-iphone-automount/
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