OK, so your DHCP scope on the remote site issues IP address to your phones and the option 150 (i.e. TFTP).
so what is the status of these pone on CUCM? unregistered or rejected?
I would configure IP communicator or CSF device, and spin that up on the remote site, whilst running Wireshark, to see if you see any traffic (sccp on port 2000, or sip on 5060 or TFTP) to an from CUCM.
Is there any ACL's that could be blocking any traffic? Either way you will need to find out if your TFTP and signalling traffic (be it sip or skinny) is end to end
Also you can do detailed trace on call manager (call manager service) at the time of registration.
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