Synchronizing Outlook calendar when accessing through a web portal

Can someone point me in the right direction?  I am trying to give one of my Blackberry users the ability to synchronize his calendar from his laptop.  He is accessing his Outlook calendar through a web portal to our secure network.  Does this software have the capability or does someone know what software would allow this to happen?  I don't see that as an option when configuring the software.  Because Outlook isn't really launching on his laptop
Thanks in advance.
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