Objective: To synthesis novel analogues of podophyllotoxin and their spectrometric characterization Mathods: Tetralone esters were used as starting material to synthesis hydroxy methylene tetralone esters and hydroxy methylene tetralone acids as an intermediate compound to form tetra-substituted di-hydroxyl derivatives Findings: The tetra-substituted di-hydroxyl derivatives of tetralone esters on dehydrating and cyclisation with p-TsCl/py results podophylloxin analogues 1- Hydroxy-2-hydroxylmethyl-3-carboxy-4-(p-tolyl)-6, 7-dimethoxy - 1,2,3,4-tetrahydronaphthalene(72% yield), 6-methoxy-7-methyl-9-p-tolyl naphtho [2.3-C] furan-1- (3H, 4H, 9H) one(73% yield), 7-Chloro-6-methoxy-9-p-tolyl naphtho [2, 3-C] furan-1- (3H, 4H, 9H) one(72% yield) and 9-Cyclohexyl-6, 7-dimethoxy naphtho- [2,3-C] furan-1- (3H, 4H, 9H) one(70% yield). The structures were confirmed by Proton NMR, IR, Mass spectroscopy and C H analysis. Novelty: These podophyllotoxin analogues are novel derivatives as these posses strong electron releasing substituents and optimum electron flow in the molecules and their antimitotic activities can be evaluated.