You'll find different information throughout the site on this issue because, well, people have different experiences. One person without a visa will be turned around at the border and the next will be granted entry. If you're worried about getting stuck then jump through all the hoops as requested by the Syrian Govt. If not then take your chances. I always prefer not having the worry of getting visas at borders and hence plan well ahead. Not at all my way of thinking when I was 21.
Having been to Syria on a number of occasions I have always found them to be relatively efficient and honest (certainly much more efficient and friendly than most western countries). I always include a letter with my visa application describing what I am doing and providing an hour-by-hour account of what my movements will be and where I'll be stopping. Doesn't really matter if you don't follow it, all bureaucracies need this stuff and it helps the visa dude tick the box.
The previous poster left the contact details of an agent who can actually do it - if you don't have the time or incliniation to sort it yourself use the agent.
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