That's a fair question. As a Christian, I believe in the "divine pedagogy," that is, the idea that God gradually reveals more about himself to man, with the final and definitive revelation coming in the person of Jesus Christ. Why God chose to incarnate at that place and that time is an interesting hypothetical question, and not one that Scripture or Tradition gives a definitive answer to. I do think that any generation could ask that very same thing. I suppose if the question behind the question is, "Why does God expect us to believe in someone who ascended into heaven two millennia ago?" I would simply say that there is abundant evidence from modern-day miracles that Christ really lived.
For example, every time a saint is canonized, there must be two miraculous healings certified by licensed doctors. The Vatican is very precise about ensuring that these miracles cannot be explained by natural causes and routinely rules out miracle claims that have a natural explanation. Thousands of saints have been canonized in recent years, meaning there are thousands of scientifically documented cases of inexplicable healing as a result of saintly intercession, many of them recorded by non-Christian doctors. My point is, God is still giving plenty of signs that He is real, that He became incarnate in Christ, and that the Catholic Church is His Church.
What do you think of this answer? Hope I portrayed your question accurately; let me know if I didn't. Peace!