That's the way most people would probably like it to work, but, if I remember correctly, this is not easily accomplished within the framework of vB v4. You would probably have to write/mod PHP code to make this happen. I imagine that there is a table with a 1-MANY relationship which maps the postID to attachments. References to attachments are probably only available in the section of code which loops thru all of the posts in a thread and displays them.
So, you would have to find the first post in a thread and then query the attached images, select the first one and make this data available in the section of code which processes the <head></head> section of the output.
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