I have a similar sounding problem with BCM4306 rev 2 hardware on a WPA AP.
It never connects, just keeps asking for password.
I have documented this with re-createable steps in a completely Live-CD 
environment.
It works in Gutsy, but is broken in Hardy and Intrepid (I have tested Intrepid 
Alpha 5 and 6).
I have submitted bug #276980 against my hardware and with steps to re-create on 
Live-CD.
https://bugs.launchpad.net/ubuntu/+source/ndiswrapper/+bug/276980

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[ndiswrapper] network manager in roaming mode fails to connect to wpa network 
using ndiswrapper
https://bugs.launchpad.net/bugs/226941
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