Treatment of L-lyxose (I) with MeOH and H2SO4 afforded a 1:3 mixture of 1-O-methyl lyxopyranose (II) and 1-O-methyl lyxofuranose (III). This mixture was treated with CuSO4 and H2SO4 in acetone to give a mixture of 2,3- (IV) and 3,5- (V) isopropylidene acetals, together with some of the pyranose isomer, which was removed by silica gel chromatography. Selective tosylation of the primary hydroxyl group by treatment with p-toluenesulfonyl chloride and pyridine afforded, after chromatographic separation, tosylate (VI). Subsequent reduction with LiAlH4 in refluxing Et2O/toluene at reflux provided 5-deoxy compound (VII). Then, concomitant deprotection and acetylation with AcOH and Ac2O yielded triacetate (VIII) as a mixture of anomers. Condensation with silyl benzimidazole (IX), (obtained in situ by treatment of 2-bromo-5,6-dichlorobenzimidazole with bis(trimethylsilyl)acetamide in acetonitrile), in the presence of trimethylsilyl triflate produced the glycosylated benzimidazole (X). Finally, acetate groups were hydrolyzed by treatment with Na2CO3 in a hydroalcoholic mixture.