Not really an outlook option but a TAPI option modification.
On the user's PC go to start->control panel->phone and modem options->dialing rules. Highlight the location and select edit. Under general dialing rules insert a 9 in the option "to access an outside line dial"
There is one other little problem that you may have. YA is very strict about the way that the phone number is entered. If you click the phone number type (Business / Mobile / Home etc) you will get a second box you must have entries for country code, city/area code and local number or else you will have dialling problems!!
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