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Надо посмотреть другой ответ @Zanna. Очень элегантно и демонстрирует всю мощь регулярных выражений.

Попробуйте это выражение с gawk . Обычная awk не работает с группировкой.

^(?:\w+\s){0,}(\w+\.\w+)(?:\s\w+){0,}\s(\w+)$

Это работало для следующих вариантов

apple orange.5678 dog cat 009 you
apple apple grape.9991 pig cat piegon owl
grape.9991 pig cat piegon owl

Вот описание выражения.

/
^(?:\w+\s){0,}(\w+\.\w+)(?:\s\w+){0,}\s(\w+)$
/
g
^ asserts position at start of the string

Non-capturing group (?:\w+\s){0,}
{0,} Quantifier — Matches between zero and unlimited times, as many times as possible, giving back as needed (greedy)
\w+ matches any word character (equal to [a-zA-Z0-9_])
+ Quantifier — Matches between one and unlimited times, as many times as possible, giving back as needed (greedy)
\s matches any whitespace character (equal to [\r\n\t\f\v ])

1st Capturing Group (\w+\.\w+)
\w+ matches any word character (equal to [a-zA-Z0-9_])
+ Quantifier — Matches between one and unlimited times, as many times as possible, giving back as needed (greedy)
\. matches the character . literally (case sensitive)
\w+ matches any word character (equal to [a-zA-Z0-9_])
+ Quantifier — Matches between one and unlimited times, as many times as possible, giving back as needed (greedy)

Non-capturing group (?:\s\w+){0,}
{0,} Quantifier — Matches between zero and unlimited times, as many times as possible, giving back as needed (greedy)
\s matches any whitespace character (equal to [\r\n\t\f\v ])
\w+ matches any word character (equal to [a-zA-Z0-9_])
+ Quantifier — Matches between one and unlimited times, as many times as possible, giving back as needed (greedy)
\s matches any whitespace character (equal to [\r\n\t\f\v ])

2nd Capturing Group (\w+)
\w+ matches any word character (equal to [a-zA-Z0-9_])
+ Quantifier — Matches between one and unlimited times, as many times as possible, giving back as needed (greedy)
$ asserts position at the end of the string, or before the line terminator right at the end of the string (if any)