I had this issue when we got our first Pearl for the MD, just install the supplied CD or d/l 4.2 desktop software, and install it on the BES server, this will 'issue' the BES server with the right drivers to see and install the Pearl to the right mailbox.
I am guessing this is due to RIM delaying the release of BES 4.5 / 5.0 server, which should cater for all the new handsets.
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Desktop Manager 4.7.050
BES 5.0 mr1 Server with Exchange 2k3/Outlook 2007
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