The total synthesis of lapparbin (1) commenced with a Buchwald-Hartwig type coupling of 1-bromo-2-iodobenzene (3) with an aniline derivative (4) using a Pd(II) catalyst. This N-C bond formation proceeded smoothly, yielding the biaryl compound 14 on a decagram scale with a 61% isolated yield. Subsequently, compound 14 was converted to the aniline derivative 15 via Boc protection and nitro group reduction. The obtained aniline derivative 15 was then transformed into the corresponding iodinated compound 16 through a Sandmeyer reaction.