I don't work with R2 but I think the same rules apply.
The Called and Calling number information is sent to the Telco during the initial setup of the call. The phone system has no idea that the destination is a Cell Phone so the setup info is identical.
Conclusion: The caller ID is being stripped by the Telco before being passed on to the Cell.
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Occam's Razor - All things being equal, the simplest solution is the right one.
Where in the world you are using R2 Trunks? I have installed these type of trunks in Venezuela but the telco blocks ID from the 3300 to the PSTN. Ask the Telco if they are not letting you pass the ID
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