Possibly it was stolen or purchased by a terrorist sympathizer and shipped to the region, or bought in west Africa after being stolen. There has been some news coverage in Canada recently about this practice of both stealing and purchasing fraudulently (down payment only then the vehicle is shipped) of vehicles that were then shipped in containers from Canadian east coast ports to west Africa where they went on the black market.
Quite possibly this is how Oberholzer’s truck ended up in Syria, somebody from Boko Al Haram bought (or maybe stole) the vehicle in west Africa and traded it to ISIS, or some group of them drove it there and joined in the fight.
Beat me by two mintues. In a former life I was a prosecutor; I put a guy in prison for doing the counterfeit check deal. He was shipping the cars to Malaysia.