A polymer-supported cellulose model was prepared by condensing the C-4′ hydroxyl group of a protected disaccharide, 2,3,6-tri-O-allyl-1,5-anhydro-4-O-(2,3,6-tri-O-allyl-ß-D-glucopyranosyl)-D-glucitol (5), with an iodomethylated polystyrene resin and removing the protecting groups. The preparation of5from cellobiose octaacetate (4) employed ten steps, utilizing allylate, acetate, and benzylidene protecting groups. The yield of5based on4was 5%.