I ran it in terminal and got this when it was writing the database.

[Warn  17:17:03.647] Failed to save iPod database - GLib.GException: 
Unsupported checksum type (in `libgpod-sharp')
  at GPod.ITDB.Write () [0x00000] in <filename unknown>:0 
  at Banshee.Dap.AppleDevice.AppleDeviceSource.PerformSyncThreadCycle () 
[0x00000] in <filename unknown>:0 
libitdbprep: itdb_iphone_stop_sync called
itdb_iphone_stop_sync: posted syncDidFinish

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https://bugs.launchpad.net/bugs/781380

Title:
  Banshee doesnt update ipod's music database

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