$re = '/(?sm)(?=^((?:Item 1|Item 1a|Item 1b).*?^(?:Item 2|Item 2a|Item 2b)))/';
$str = 'Item 1 ....
Item 2 ....
Item 1 ....
....
....
Item 2 ....
Item 1 ....
Item 2
Item 1a ....
....
....
....
....
Item 2b ....';
preg_match_all($re, $str, $matches, PREG_SET_ORDER, 0);
// Print the entire match result
var_dump($matches);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for PHP, please visit: http://php.net/manual/en/ref.pcre.php