o-Phenylenediyne-linked bis(arenol) derivatives underwent catalytic cyclodehydrogenation with Pd(OAc)(2) and molecular oxygen in DMSO to produce benzodifuran-containing condensed heteroaromatic ring systems, via the formation of two C-O and one C C bonds in a tandem fashion. Remarkably, the present cycloaromatization proceeded efficiently in the presence of aqueous NaOH and MS 3A to provide the desired heterocycles in moderate-to-high yields.