The freely rotating single bond between the pyrogallol and chroman substructures in epigallocatechin (EGC) was constrained by reaction of EGC with acetone in the presence of trimethylsilyl trifluoromethanesulfonate to prepare the rigidified analog in good yield. The synthesized analog was examined for free radical scavenging activity toward the galvinoxyl radical and was found to be 27-fold more potent than EGC.