1- we know that 4-tert-butylcyclohexanol is more polar than 4-tert-butylcyclohexanone (where the alcohols in general are more polar than ketons due to the hydrogen bond)
2- during separation via chromatography (in this case) the more polar solute will dissolve easily in polar solvents, where like dissolves like.
3- So, 4-tert-butylcyclohexanol will dissolve in ethyl acetete (which is polar) more than 4-tert-butylcyclohexanone, i.e, will have much higher Rf.
4- And also 4-tert-butylcyclohexanone will dissolve in dichloromethane (which lower in polarity than ethyl acetate) more than 4-tert-butylhexanol, i.e, will have much higher Rf