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The study of Web reference characteristics model is the basis of effective management of Web caching. A synthetic Web workload generator (WebSimGen) is designed, implemented and validated in terms of mathematic model established by the Web characteristics in this paper. Based on a two-level caching proxy structure and the synthetic Web workload traces, the simulated experiments made use of ADF (Aggregation, Disaggregation and Filtering) model to evaluate the reference characteristics and performance of synthetic Web workload. The experimental results have shown that the synthetic traces have the similar performance characteristics with the real ones. The generator has the advantage of flexibility and can be used to provide an important basis for further improving Web caching performance and prefetching technology.