The 1-methoxy-2-(supermesitylphosphanylidenemethyl)-benzene ligand (1) was prepared by reacting the phospha-Wittig reagent [Mes*P=PMe3] with o-methoxybenzaldehyde. Reaction of I with one equivalent of the [Pd(allyl)Cl](2) dimer in the presence of Ag(OTf) affords a neutral complex (4) in which the triflate ligand is coordinated to the palladium atom. DFT calculations show that the formation of complex 4 is favored by 22.4 kcal/mol with respect to that of a chelate species involving coordination of the ligand through the phosphorus atom of one lone pair at the oxygen of the pendant methoxy group. Reaction of two equivalents of ligand I with the [Pd(allyl)Cl](2) dimer affords complex 5, in which the two ligands are coordinated through their phosphorus atom. The catalytic activity of complex 5 was compared to that of the 1, 3-bis[2-(super-mesityl)phosphanediylmethyl]benzene palladium chloride complex (6). Performances of the two catalysts were found to be similar in the Suzuki cross-coupling reaction between phenylboronic acid and some arylbromides (TON between 55.10(5) and 99.10(5)) as well as in the Sonogashira coupling between phenylacetylene and arylbromides (TON between 400 and 950).