There are a lot of moving parts when designing a website.
Depending on the purpose of the exercise, you might want to consider using a very simple web framework like Camping, Sinatra, or Ramaze. This is probably the best solution if you're trying to get a top level understanding of web programming because it only has exactly what you need (Camping is less than 4k!) and handles stuff like routing.
Building a web server is more an exercise in HTTP parsing. You might want to omit the framework and try to build something on top of Rake (an API for lots of popular web servers) and a simple web server like Webrick or Thin.