Jas - incorrect. The earliest plantings occurred under Edward I, in SW Pembrokeshire, the Gower, and the towns of Conway, Carnarvon, and Beaumaris.
Well they were not plantings per se, but Anglo-Norman interference; on invitation from squabbling Gaelic Chieftains, begin around 1170 with Strongbow and Henry II. The power of the Anglo-Hiberno-Norman lords ebbed and flowed for centuries thereafter but they always had a strong foothold in Leinster or specifically "the pale" The Scots and Welsh should have known by then not to invite an English king to broker a dispute.