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An efficient approach for the solid-phase synthesis of N-methylated tailed biaryl cyclic lipopeptides based on the structure of arylomycins was established. Each of these analogues incorporates an N-terminal linear lipopeptide attached to a biaryl cyclic tripeptide containing a Phe−Tyr, a Tyr−Tyr, or a His−Tyr linkage. This methodology first involved an intramolecular Suzuki−Miyaura arylation of a linear peptidyl resin incorporating the corresponding halogenated amino acid at the N-terminus and a boronotyrosine at the C-terminus. After N-methylation of the resulting biaryl cyclic peptidyl resin, the N-methylated lipopeptidyl tail was then assembled. The biaryl cyclic lipopeptides were purified and characterized This work was supported by Grants AGL2009-13255-C02-02/AGR, AGL2012-39880-C02-02/AGR, MPCUdG2016/038, and RTI2018-099410-B-C22 (MCIU/ AEI/FEDER, EU)