SKP1000 key programmer is able to program more than 3 smart cards to Land rover Freelander2 pre-2012 via OBD. Here is the little guide on this. Check below. 
Select Freelander 2 (-2012)
(SKP1000 is also able to program smart card for Discovery 4 (-2012), Range Rover (-2012) and Evoque (-2012) )
Select Immobilizer system
Select Old smart card programming
SKP-1000 can also program new smart card, read VIN, read key number and erase fault code for Land rover.
Require at least 1 registered smart card,
click YES to continue
Insert registered smart card
Turn ignition switch to ON position
Configuring
Wait about 1 minute
Current key number: 1
Turn ignition to OFF position
Require at least 1 registered smart card,
click YES to continue
Insert registered smart card
Turn ignition switch to ON position
Configuring
Wait about 1 minute
Current key number: 1
Turn ignition to OFF position
Remove smart card
Insert smart card again
Continue to program next key?
Click Yes to continue
Remove smart card
Insert next smart card, if bounce up, insert again
Stuck the smart card into the key slot firmly
Continue to program next key?
Press Yes to continue, NO to go back
Turn ignition ON
Program success.
Done.!
Insert smart card again
Continue to program next key?
Click Yes to continue
Remove smart card
Insert next smart card, if bounce up, insert again
Stuck the smart card into the key slot firmly
Continue to program next key?
Press Yes to continue, NO to go back
Turn ignition ON
Program success.
Done.!
