Rough Set based Spanning Sets were recently proposed to deal with uncertainties arising in the problem in domain of natural language processing problems. This paper presents a novel span measure using upper approximations. The key contribution of this paper is to propose another uncertainty measure of span and spanning sets. Firstly, this paper proposes a new definition of computing span which use upper approximation instead of boundary regions. This is useful in situations where computing upper approximations are much more convenient that computing boundary region. Secondly, properties of novel span and relation with earlier span measure are discussed. Thirdly, the paper presents application areas where the proposed span measure can be utilized.