Gwenwynwyn was the last major ruler of south
Wales before the completion of the
Norman Conquest. He was a grandson of
Owain Gwynedd and ruled southern
Powys from
1195, having taken control following the death of the previous ruler. This brought him into conflict with
Llywelyn the Great, ruler of
Gwynedd, who was keen to extend his own jurisdiction over the whole of Wales. King
John favoured Gwenwynwyn until a marriage alliance was made between Llywelyn and John's illegitimate daughter. The two native princes then kept their distance until
1208. As a result of Gwenwynwyn's activities, John confiscated his lands and allowed Llywelyn to steal Ceredigion and Powys. Gwenwynwyn did not get his territory back for two years, but his resentment towards the
English led him into an alliance with Llywelyn, which lasted from
1212 until
1216, when John restored some of Gwenwynwyn's property and the two princes fell out again. Llywelyn invaded Powys, and Gwenwynwyn is believed to have died or been killed that same year.
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